Conclusions
-
1.
A study has been made of the acid-base properties of the five- and six-membered phosphates, phosphonates, and phosphinates. Thermodynamic spectral characteristics of the H-complexes with p-fluorophenol have been measured in CCl4, solution; using the method of potentiometric titration with HClO4, the pK a (CH3NO2) values have been obtained for the more basic of these compounds.
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2.
General linear correlation equations have been obtained for the H-complexes of p-fluorophenol with cyclic and acyclic phosphoryl compounds.
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3.
The σP values have been calculated for the phosphor ring fragments. The difference between the σP constants for the five- and six-membered rings remains unchanged in moving through the series of compounds studied here. Passage from a six-membered to a five-membered cycle reduced the proton-acceptor activity of the phosphoryl group in every case.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 4, pp. 791–797., April, 1977.
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Matrosov, E.I., Kryuchkov, A.A., Nifant'ev, É.E. et al. Electronic effects in cyclic phosphates, phosphonates, and phosphinates. Russ Chem Bull 26, 719–725 (1977). https://doi.org/10.1007/BF01108188
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DOI: https://doi.org/10.1007/BF01108188